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L-serine

File:L-Serin_-_L-Serine.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ183290· pop 61· linked from 1,878 articles

L-serine

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Also known as L-Ser, (2S)-2-amino-3-hydroxypropanoic acid, SERINE, (S)-2-amino-3-hydroxypropanoic acid, L-Serin, (S)-serine, L-(-)-serine, (S)-(-)-serine

thumb|Serine ball and stick model spinning Serine

OverviewAI-generated

L-serine is a chemical compound with the formula C₃H₇NO₃. Its IUPAC name is (2S)-2-amino-3-hydroxypropanoic acid. The substance has a mass of 105.043 and a density of 1.537. It melts at 228. The canonical SMILES notation is C(C(C(=O)O)N)O, while the isomeric SMILES is N[C@@H](CO)C(O)=O.

In terms of molecular properties, L-serine has a charge of 0. It possesses three hydrogen bond donors and four hydrogen bond acceptors. The calculated topological polar surface area is 83.6, and the xlogp value is -3.1. The PubChem weight is listed as 105.09.

The compound is associated with the NCI Thesaurus ID C29613. A search for L-serine in PubMed yields 260,357 results. The subject is referenced by 1,878 other encyclopedia articles.

Synthesized by Vinony from 22 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C3H7NO3
Molecular weight
105.09 g/mol
IUPAC name
(2S)-2-amino-3-hydroxypropanoic acid
SMILES
C([C@@H](C(=O)O)N)O
InChIKey
MTCFGRXMJLQNBG-REOHCLBHSA-N
XLogP
-3.1
Polar surface area
83.6 Ų
H-bond donors
3
H-bond acceptors
4
Formal charge
0

via PubChem

Research

260,357 papers

via PubMed

~7 min read

Encyclopedic overview

13 sections
Contents
  • Occurrence
  • Biosynthesis
  • Synthesis and reactions
  • Biological function
  • Metabolic
  • Signaling
  • Ligands
  • Gustatory sensation
  • Clinical significance
  • Research for therapeutic use
  • See also
  • References
  • External links

thumb|Serine ball and stick model spinning Serine

(symbol Ser or S) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated − form under biological conditions), a carboxyl group (which is in the deprotonated − form under biological conditions), and a side chain consisting of a hydroxymethyl group, classifying it as a polar amino acid. It can be synthesized in the human body under normal physiological circumstances, making it a nonessential amino acid. It is encoded by the codons UCU, UCC, UCA, UCG, AGU and AGC.

Excerpted from Wikipedia’s “L-serine” article, available under the CC BY-SA 4.0 licence.

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